1,501

5-Bedroom Homes for Sale in Cook County IL

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  • /9

    $3,199,000

    • 5 Beds
    • 6.5 Baths
    • 9,000 Sq Ft

    1410 Tuscany Ct, Glenview, IL 60025

    Proposed new construction nestledin a quiet beautiful cul de sac in east Glenview .House will feature six ensuite bedrooms and 6.1 batrooms.A thoughtfully designed masterpiece , an unparalleled blend of elegance and functionality.Step into the grand foyer that is adorned with an exquisite curved staircase.The gourmet kitchen with custom cabinets and wolf and sub zero appliances,and is

    Corneliu Contac Epic Investment Company

    1410 Tuscany Ct, Glenview, IL 60025
  • /60

    $745,000

    • 8 Beds
    • 3 Baths

    6347 S Drexel Ave, Chicago, IL 60637

    $15,000 seller credit and a low interest rate! A Greystone rebuilt with permits in vibrant Woodlawn. This 2023 gut-rehab blends historic elegance with modern upgrades. Potential rental income of up to $6,000/month. With the seller's credits you can reduce your mortgage payment to around $4,000, offering up to a potential $2,000 in monthly profit. The property features tall ceilings, hardwood

    Phillip Dixon Compass

    6347 S Drexel Ave, Chicago, IL 60637
  • /29

    $1,199,000

    • 6 Beds
    • 4 Baths
    • 5,703 Sq Ft

    124 E Monterey Ave, Schaumburg, IL 60193

    Newly Remodeled Large Unique 6 bedroom home on over 1.4 acres. Gut Rehab includes ALL NEW Plumbing, Electric and HVAC. Enjoy the chef's kitchen and large island. Walk out basement has a full bath and can make a nice in-law arrangement. Send your kids to all 3 highly rated schools. This house has been fully approved by the village of Schaumburg. Bring your landscaping ideas.

    James Spyropoulos Devon Realty, Inc.

    124 E Monterey Ave, Schaumburg, IL 60193
  • /98

    $2,950,000

    • 5 Beds
    • 5.5 Baths
    • 5,630 Sq Ft

    1026 Lathrop Ave, River Forest, IL 60305

    Unique freshly remodeled 5 bedrooms, 5.5 bathrooms home in the hart of the River Forest. This house offers two brand new HVAC systems, 2 brand new AC, brand-new water heater and a brand-new roof. Upon entering the house, the attention to details is immediate apparent. It has a spacious wide open floor plan throughout the first floor with lots of lights. Kitchen is applied with brand-new

    Inna Bonar Core Realty & Investments, Inc

    1026 Lathrop Ave, River Forest, IL 60305
  • /50

    $400,000

    • 5 Beds
    • 3 Baths

    6241 S Troy St, Chicago, IL 60629

    Beautiful Multi-Unit Opportunity! This well-maintained property offers excellent investment potential. The first unit features two generously sized bedrooms with a large living room and separate dining room with a brand new kitchen and bath. While the second unit includes three comfortable bedrooms a large living room and new bathroom. Both floors include a back bonus room for an office or

    Diana Nufio Realty of America, LLC

    6241 S Troy St, Chicago, IL 60629
  • /29

    $499,999

    • 5 Beds
    • 3 Baths
    • 990 Sq Ft

    5505 W Parker Ave, Chicago, IL 60639

    Experience modern luxury in this beautifully updated 6-bedroom, 3-bath single-family home located in the heart of Belmont Cragin. The gourmet kitchen is a true centerpiece, boasting quartz waterfall countertops, custom cabinetry, premium stainless steel appliances, and a designer backsplash. Each level offers 2 spacious bedrooms and a full bath, while the finished attic and basement provide

    Edison N Orejuela Realty of America, LLC

    5505 W Parker Ave, Chicago, IL 60639
  • /10

    $179,900

    • 8 Beds
    • 4 Baths

    615 Frances St, Phoenix, IL 60426

    Fantastic investment opportunity in beautiful and serene Phoenix, IL! This solid 4-unit apartment building is fully rented with long-term month-to-month tenants, and current rents offer plenty of room for substantial increases. Each apartment features two bedrooms and one bathroom, with one of the units recently remodeled and upgrades throughout. Major improvements have already been made: the

    Grant Alexander Alexander & Associates Realty Group

    615 Frances St, Phoenix, IL 60426
  • /27

    $799,900

    • 8 Beds
    • 5 Baths

    8449 W Brodman Ave, Chicago, IL 60656

    BEAUTIFUL SPACIOUS 2 FLAT IN NORWOOD PARK. THIS BUILDING IS LOCATED IN CHICAGO BUT IS VERY CLOSE TO NORRIDGE. GREAT LOCATION, CLOSE TO PARKS, SHOPPING AND TRANSPORTAION. THIS ALL BRICK BUILDING IS LOCATED ON A QUIET CUL-DE-SAC STREET WITH VERY LITTLE TRAFFIC. THE FIRST AND SECOND FLOOR LAYOUTS FEATURE A LARGE LVING ROOM AND DINING COMBINATION, 3 BEDROOMS, EACH UNIT HAS A MASTER SUITES WITH FULL A

    Michael Lohens RE/MAX Properties Northwest

    8449 W Brodman Ave, Chicago, IL 60656
  • /35

    $269,900

    • 8 Beds
    • 3 Baths

    7836 S Constance Ave, Chicago, IL 60649

    *Multiple Offers Received. Highest and Best due by 9-11-25.* Gain instant sweat-equity with this classic brick 3-unit in the Auburn Gresham. This property offers two 3-bed, 1-bath units featuring and one 2-bed, 1-bath: sun-filled living rooms with decorative fireplaces; formal dining rooms; large kitchens with shaker cabinets, quartz counts, stainless appliances and loads of storage; stylish

    Anthony Disano Parkvue Realty Corporation

    7836 S Constance Ave, Chicago, IL 60649
  • /44

    $2,650,000

    • 5 Beds
    • 4.5 Baths
    • 4,600 Sq Ft

    3509 N Janssen Ave, Chicago, IL 60657

    Situated on one of the most desirable blocks in the Southport Corridor, 3509 N Janssen is a sophisticated residence that combines timeless design with exceptional craftsmanship. Flooded with natural light, this five-bedroom, four-and-a-half-bath home showcases custom millwork, rich detailing, and premium finishes throughout. At its center is a thoughtfully designed chef's kitchen, anchored by a

    Matt Leutheuser Jameson Sotheby's Intl Realty

    3509 N Janssen Ave, Chicago, IL 60657
  • /16

    $1,149,999

    • 7 Beds
    • 3 Baths

    2014 N Whipple St, Chicago, IL 60647

    Prime multi-unit investment opportunity offering both immediate cash flow and long-term stability. This well-maintained property is fully rented, including several long-term tenants, providing consistent income from day one. The first-floor unit has been recently renovated with modern finishes, while the upper levels remain occupied and performing. Located in the highly sought-after Logan Square

    Daniel Walus OnPath Realty Inc.

    2014 N Whipple St, Chicago, IL 60647
  • /69

    $5,995,000

    • 6 Beds
    • 11 Baths
    • 9,000 Sq Ft

    950 N Michigan Ave Unit 4605, Chicago, IL 60611

    Perched near the top of one of Chicago's most iconic addresses, Unit 4605 at One Magnificent Mile is a rare, architecturally significant duplex offering nearly 9,000 square feet of masterfully curated living space. Designed by Wheeler Kearns Architects with interiors by Set Setting Studio, this 6 bedroom, 8 full and 3 half bathroom residence combines warm contemporary design with sweeping views

    Ryan Preuett Jameson Sotheby's Intl Realty

    950 N Michigan Ave Unit 4605, Chicago, IL 60611
  • /25

    $249,900

    • 5 Beds
    • 2 Baths
    • 3,554 Sq Ft

    10001 S Wentworth Ave, Chicago, IL 60628

    Welcome to this spacious and recently renovated 5 bedroom 2 bathroom single-family home. Step inside to discover beautiful hardwood floors and spacious floorplan, perfect for accommodating a growing family or hosting gatherings. The kitchen boasts white shaker cabinets, quartz countertops , stainless steel appliances and an open-concept design. The full basement provides additional storage

    Mary Derman Keller Williams Preferred Rlty

    10001 S Wentworth Ave, Chicago, IL 60628
  • /13

    $250,000

    • 6 Beds
    • 2 Baths

    12823 Division St, Blue Island, IL 60406

    Seasoned Handyman/ Contractor special with plenty of potential is ready for the next owner to start building equity! This 2 unit building sits on a double lot and has hardwood flooring, spacious bedrooms, and a living space large enough for everyone to spread out comfortably. Currently fully occupied with great tenants. Seller will not make repairs or remove tenants prior to closing.

    Lino Rodriguez American International Realty

    12823 Division St, Blue Island, IL 60406
  • /68

    $3,499,900

    • 5 Beds
    • 9 Baths
    • 11,500 Sq Ft

    2301 Clover Ln, Northfield, IL 60093

    Only 19 miles from the city, this magnificent North Shore all-stone estate delivers everything in a "grand" way that could never be duplicated even close to this price! Improve your swing in the golf simulator room, practice your stroke in the indoor wave pool, and then hit the steam & sauna after a quick work-out. Shoot some pool after picking out a bottle of wine from the cellar to serve your

    Jena Radnay @properties Christie's International Real Estate

    2301 Clover Ln, Northfield, IL 60093
  • /32

    $455,000

    • 7 Beds
    • 3 Baths

    4336 W Adams St, Chicago, IL 60624

    Gorgeous Greystone in Hot West Garfield! This unique 2 flat has just been rehabbed and boasts 7 bedrooms and 3 baths! The first floor has been duplexed to the basement with 2 bedrooms and a bath on each floor. Perfect for an owner's unit. Perfect investment for owner occupied, cash flow play, or related living! ! Too many upgrades to mention. Come check it out before it's gone!

    Ryan Cherney Circle One Realty

    4336 W Adams St, Chicago, IL 60624
  • /90

    $4,500,000

    • 7 Beds
    • 9 Baths
    • 11,856 Sq Ft

    28 Brinker Rd, Barrington, IL 60010

    A true architectural triumph, this hillside ranch with walkout lower level is a visionary masterpiece, perfectly positioned on over 6.6 breathtaking lakefront acres in the heart of prestigious Barrington Hills. Seamlessly blending contemporary elegance with nature's beauty, this extraordinary estate has been completely reimagined through a meticulous, no-expense-spared renovation. Walls of glass

    John Morrison @properties Christie's International Real Estate

    28 Brinker Rd, Barrington, IL 60010
  • /22

    $175,000

    • 5 Beds
    • 2 Baths
    • 1,470 Sq Ft

    256 W 112th Place, Chicago, IL 60628

    Discover this freshly renovated (2025) 5-bedroom, 2-bathroom single-family home on a spacious corner lot in Chicago's South Side. This property is perfect for families looking for more space or investors seeking a strong rental opportunity. Inside, you'll find new carpet, luxury vinyl flooring, and fresh paint throughout. The modern kitchen features newer appliances, quartz countertops, and

    Luis Ortiz Shield Real Estate

    256 W 112th Place, Chicago, IL 60628
  • /12

    $600,000

    • 9 Beds
    • 6 Baths

    6807 S Paulina St, Chicago, IL 60636

    This newly renovated 3-unit brick building is the perfect opportunity for both investors and owner-occupants. Each spacious unit offers 3 bedrooms and 2 full bathrooms, along with beautifully updated kitchens featuring butcher block countertops, farmhouse sinks, and stainless steel appliances. Washer and dryer hookups add convenience to each home. The property also features a low-maintenance

    Lonzetta McKennie @properties Christie's International Real Estate

    6807 S Paulina St, Chicago, IL 60636
  • /16

    $464,999

    • 5 Beds
    • 2 Baths
    • 1,869 Sq Ft

    6915 Hawthorne Ln, Hanover Park, IL 60133

    Discover this spacious and updated 5-bedroom, 2-bathroom home located on a quiet tree-lined street in the heart of Hanover Park! Perfect for large families or anyone needing extra space for a home office, guests, or hobbies. This split-level gem offers a bright and open main floor, featuring a stylish kitchen with quartz countertops, stainless steel appliances, and plenty of cabinet space. The

    Robert Los Century 21 Langos & Christian

    6915 Hawthorne Ln, Hanover Park, IL 60133
  • /24

    $389,000

    • 5 Beds
    • 2 Baths

    14641 Birch St, Orland Park, IL 60462

    Welcome to this stunning and generously sized five bedroom home, designed with both style and function in mind. The open floor plan is filled with natural light, making it perfect for everyday living and entertaining. The modern kitchen boasts white cabinetry, quartz countertops, stainless steel appliances, and oversized windows that brighten the space. The main level features three spacious

    Claudiu Popescu Baird & Warner

    14641 Birch St, Orland Park, IL 60462
  • /39

    $484,900

    • 5 Beds
    • 2.5 Baths
    • 2,399 Sq Ft

    11528 Brookwood Dr, Orland Park, IL 60467

    Situated in the desirable Brook Hills neighborhood, this spacious home offers 4 bedrooms upstairs plus a flexible den or 5th bedroom on the main level. Step outside and discover the highlight of this property: a backyard that feels like your own private park. Wide-open green space, mature maple trees, and a peaceful creek set the scene, while a neighborhood walking path runs directly behind the

    Daniel Brandner Century 21 S.G.R., Inc.

    11528 Brookwood Dr, Orland Park, IL 60467
  • /40

    $460,000

    • 5 Beds
    • 3 Baths

    2127 Highland Ave, Berwyn, IL 60402

    Classic all-brick 2-flat in the heart of Berwyn! 2127 Highland Avenue offers 5 bedrooms, 2 full bathrooms, with separate utilities and a spacious basement with endless potential. Vacant unit for owner occupant or investor. New roof with a full tear off in 2020 and a 20 year old garage. Each unit features bright, generous layouts with timeless character, while the wide lot, backyard, and detached

    Adam Zagata Real Broker LLC

    2127 Highland Ave, Berwyn, IL 60402
  • /31

    $529,000

    • 9 Beds
    • 3 Baths

    4938 W Rice St, Chicago, IL 60651

    Perfectly located on quiet tree lined street in the heart of Austin and meticulously updated throughout on a oversized 30' x 125' lot with new electricals, plumbing, and HVAC. Completely renovated 2 legal units with fully finished garden unit with separate utilities. The living room boast oversized windows with abundance of natural light. Highly upgraded kitchen with microwave, dishwasher,

    Brian Waters Mentor Listing Realty Inc.

    4938 W Rice St, Chicago, IL 60651
  • /26

    $750,000

    • 7 Beds
    • 3 Baths

    5814 N Campbell Ave, Chicago, IL 60659

    This updated and well maintained 2-Flat with garden apartment is situated on an extra-wide lot along a picturesque, tree-lined street in the desirable Arcadia Terrace Neighborhood. The building's wider footprint allows for spacious room sizes throughout. The first-floor kitchen is brand new, featuring high-end finishes and an open layout that connects seamlessly to the dining room, creating a

    Michael Hall Baird & Warner

    5814 N Campbell Ave, Chicago, IL 60659
  • /35

    $549,000

    • 5 Beds
    • 3 Baths

    5532 S Kilbourn Ave, Chicago, IL 60629

    Completely remodeled and updated property with stainless steel appliances, new cabinets and countertops, new Brazilian Cherry hardwood floors all around, new glass handrails, new bathrooms, etc. Everything is new including the entire electrical system, new copper water lines everywhere, new gas lines, etc. Must see property that can easily be rented or used for AirBNB because it is within

    Ryan Cherney Circle One Realty

    5532 S Kilbourn Ave, Chicago, IL 60629
  • /26

    $924,500

    • 5 Beds
    • 4.5 Baths
    • 3,000 Sq Ft

    3123 W Chase Ave, Chicago, IL 60645

    Beautifully maintained West Rogers Park home with spacious brick addition offering 5 bedrooms and 4.5 baths. The second floor features 5 bedrooms, including a primary suite with walk-in closet and full bath, plus ample closet space throughout. Main level highlights include hardwood floors, formal dining room, powder room, large family room, and a bright kitchen with generous cabinet and counter

    Joseph Hartman eXp Realty

    3123 W Chase Ave, Chicago, IL 60645
  • /28

    $565,000

    • 5 Beds
    • 3 Baths

    5253 W Cullom Ave, Chicago, IL 60641

    Expansive, updated 2-flat on oversized lot with modern kitchens and baths and versatile living options. The spacious top-floor unit features 3 bedrooms + den-ideal for strong rental income. The main-floor unit offers 2 bedrooms + den and space to offer 3rd bedroom. Option to maximize rent with duplex down or create an in-law suite in the basement. Solid building with lots of newer updates: Garage

    Trisha Kannon Coldwell Banker Realty

    5253 W Cullom Ave, Chicago, IL 60641
  • /21

    $900,000

    • 5 Beds
    • 3 Baths

    3621 N Ravenswood Ave, Chicago, IL 60613

    *Seller has VA loan which may be assumable.* This beautifully maintained, solid brick 2-flat in the highly desirable Lakeview neighborhood is as turn-key as they come-perfect for investors or owner-occupants alike. Nestled on a beautiful tree-lined street within the coveted Hamilton School District, this building combines timeless vintage character with modern updates. Original charm abounds

    Sarah Ahmed @properties Christie's International Real Estate

    3621 N Ravenswood Ave, Chicago, IL 60613
  • /58

    $779,900

    • 7 Beds
    • 3 Baths

    4143 W Roscoe St, Chicago, IL 60641

    HERE IT IS! Spacious Legal 2-Unit in Desirable Old Irving Park - Perfect for House Hackers or Investors! This well-maintained property offers modern updates, income potential, and a prime location on a quiet tree-lined street. The first-floor unit features 3 bedrooms, 1 bath, hardwood floors in three rooms, luxury vinyl plank flooring in the other two rooms and kitchen, central air conditioning

    Josh Reighard Baird & Warner

    4143 W Roscoe St, Chicago, IL 60641
  • /35

    $1,599,000

    • 5 Beds
    • 5 Baths
    • 4,450 Sq Ft

    1319 Church St, Evanston, IL 60201

    Welcome to this stunningly renovated 5-bedroom, 3 full, 2 half-bath home that masterfully blends classic architecture with contemporary sophistication. Nestled in a beautifully landscaped lot, this striking blue Colonial offers over 4400 square feet of thoughtfully designed living space ideal for today's modern lifestyle, with multiple entertaining and work spaces. Step inside to find an

    Sally Mabadi Compass

    1319 Church St, Evanston, IL 60201
  • /27

    $2,250,000

    • 6 Beds
    • 3.5 Baths
    • 5,200 Sq Ft

    300 E Euclid Ave, Arlington Heights, IL 60004

    Welcome to 300 E Euclid Ave! Step into timeless elegance at this stately residence, a true architectural gem in the heart of Arlington Heights. From the moment you enter, you'll be captivated but the homes rich character and custom details throughout. The centerpiece of the home is a stunning de Giulio-designed kitchen, blending classic craftsmanship with modern functionality, perfect for

    Mary Schneider @properties Christie's International Real Estate

    300 E Euclid Ave, Arlington Heights, IL 60004
  • /3

    $335,700

    • 9 Beds
    • 3 Baths

    4016 W Grenshaw St, Chicago, IL 60624

    Investment opportunity in North Lawndale! This multi-family property at 4016 W Crenshaw Street is being offered AS IS with tremendous upside potential. Currently fully occupied with established rental income and separate utilities in each unit. Conveniently located near public transportation including CTA trains and bus lines for easy commuting throughout Chicago. This well-positioned property

    Marquita Hollins Keller Williams Preferred Realty

    4016 W Grenshaw St, Chicago, IL 60624
  • /46

    $1,350,000

    • 5 Beds
    • 3.5 Baths
    • 4,000 Sq Ft

    2425 W Erie St, Chicago, IL 60612

    Welcome to this exceptional nearly 4,000 sq ft modern residence, where thoughtful upgrades redefine luxury city living! Situated in Ukrainian Village, this custom home offers every amenity imaginable-inside and out! Step into a sun-drenched floor plan with hardwood floors throughout (5 years old), and soaring ceilings that give way to meticulously designed spaces on every level. A true

    Victoria Mullins Haus & Boden, Ltd.

    2425 W Erie St, Chicago, IL 60612
  • /21

    $335,000

    • 5 Beds
    • 4 Baths
    • 2,523 Sq Ft

    7319 S Green St, Chicago, IL 60621

    Just listed!!! Luxury with lots of space, open concept, this newly gutted rehab 5 bedrooms, 4 full bathrooms, brand new 2 car garage, kitchen features 42 inch euro gloss white cabinets, stainless steel appliances, Beautiful polished porcelain floor tile on the main level, bathrooms and basement, hardwood floors in all bedrooms, modern ceiling fans, 1 electric fireplaces, Primary has its own bath,

    Donna Baker Kale Realty

    7319 S Green St, Chicago, IL 60621
  • /19

    $939,000

    • 9 Beds
    • 6 Baths

    4435 S Prairie Ave, Chicago, IL 60653

    Bronzeville newer construction investment property in vibrant neighborhood bustling with development. 7.9 Cap Rate and great opportunity for owner occupant. This exceptional three-flat building features spacious layouts with rear outdoor space and 3-car garage parking. Each of the three units offers **3 bedrooms and 2 baths**, boasting crisp, modern design and luxurious finishes throughout.

    Karen Biazar North Clybourn Group, Inc.

    4435 S Prairie Ave, Chicago, IL 60653
  • /34

    $429,900

    • 5 Beds
    • 3 Baths
    • 1,800 Sq Ft

    4155 Eberly Ave, Brookfield, IL 60513

    Welcome to this spacious, move-in ready brick Bungalow in Brookfield! Nestled in a quiet, family-friendly neighborhood, located in the highly acclaimed Lyons Township High School District, this beautiful oversized brick bungalow offers the ideal blend of comfort, space, and convenience. Step into your sun-drenched open floor plan boasting original hardwood floors and a large bay window that

    Miriam Silva Realty of America, LLC

    4155 Eberly Ave, Brookfield, IL 60513
  • /48

    $3,999,900

    • 8 Beds
    • 7 Baths
    • 7,168 Sq Ft

    5 Woodley Rd, Winnetka, IL 60093

    Reminiscent of the timeless white painted Colonial retreats off the East Coast of Hyannis Port, this Winnetka estate set on 1.4 acres of gracious grounds captures that same coastal charm right here in the North Shore. Set on premier Woodley Road with a beautiful natural canopy of mature trees, this 8 beds, 5.2-bath home seamlessly blends grand entertaining with casual living through a

    Jena Radnay @properties Christie's International Real Estate

    5 Woodley Rd, Winnetka, IL 60093
  • /19

    $499,900

    • 5 Beds
    • 3.5 Baths
    • 2,562 Sq Ft

    134 S Maple Ave, Hillside, IL 60162

    Rarely available in the sought-after Hillside neighborhood! This spacious 2562 sq. ft. home is designed with large families in mind and boasts an ideal location just steps from I-290 and I-294. Inside, you'll find five generous size bedrooms and 3.5 bathrooms. The first-floor family room features a cozy fireplace and sliding glass doors leading to a screened-in porch overlooking the beautifully

    Rachel Rojas-Brennan Berkshire Hathaway HomeServices Chicago

    134 S Maple Ave, Hillside, IL 60162
  • /11

    $375,000

    • 5 Beds
    • 3 Baths

    Unlisted Address

    Don't miss this beautifully rehabbed 2-unit brownstone in the West Englewood area-perfect as an investment opportunity or owner-occupied home! Each unit offers updated kitchens with pantry storage, enclosed back porches ideal for entertaining, and a spacious fenced backyard ready for gardening, grilling, or family fun. Bring your most selective buyers-this property won't disappoint! Features:

    Jimmy Oliver Priority Plus Realty

    Unlisted Address

Showing Results 321 - 360, Page 9 of 18

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